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(2S,3R,4R,4aS,4bR,6aS,12bS,12cS,14aS)-4a-demethylpaspaline-3,4,4a-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID d6d43f58-7641-4fa3-866f-398cb9c37005
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (1S,2S,5S,7S,8R,9R,10S,11R,14S)-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-16(24),17,19,21-tetraene-8,9,10-triol
SMILES (Canonical) CC12CCC3C(C1CCC4C2(C5=C(C4)C6=CC=CC=C6N5)C)(C(C(C(O3)C(C)(C)O)O)O)O
SMILES (Isomeric) C[C@]12CC[C@H]3[C@]([C@@H]1CC[C@@H]4[C@@]2(C5=C(C4)C6=CC=CC=C6N5)C)([C@@H]([C@H]([C@H](O3)C(C)(C)O)O)O)O
InChI InChI=1S/C27H37NO5/c1-24(2,31)23-20(29)22(30)27(32)18-10-9-14-13-16-15-7-5-6-8-17(15)28-21(16)26(14,4)25(18,3)12-11-19(27)33-23/h5-8,14,18-20,22-23,28-32H,9-13H2,1-4H3/t14-,18+,19-,20+,22+,23-,25-,26+,27+/m0/s1
InChI Key LQDPZVYIZKOAPV-BCHUPDFZSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H37NO5
Molecular Weight 455.60 g/mol
Exact Mass 455.26717328 g/mol
Topological Polar Surface Area (TPSA) 106.00 Ų
XlogP 3.30
Atomic LogP (AlogP) 2.80
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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(2S,3R,4R,4aS,4bR,6aS,12bS,12cS,14aS)-4a-demethylpaspaline-3,4,4a-triol

2D Structure

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2D Structure of (2S,3R,4R,4aS,4bR,6aS,12bS,12cS,14aS)-4a-demethylpaspaline-3,4,4a-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9098 90.98%
Caco-2 - 0.7146 71.46%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.4636 46.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8361 83.61%
OATP1B3 inhibitior + 0.9392 93.92%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7071 70.71%
BSEP inhibitior + 0.9217 92.17%
P-glycoprotein inhibitior - 0.5982 59.82%
P-glycoprotein substrate + 0.5430 54.30%
CYP3A4 substrate + 0.7036 70.36%
CYP2C9 substrate - 0.6055 60.55%
CYP2D6 substrate - 0.7342 73.42%
CYP3A4 inhibition - 0.9526 95.26%
CYP2C9 inhibition - 0.9195 91.95%
CYP2C19 inhibition - 0.8782 87.82%
CYP2D6 inhibition - 0.9219 92.19%
CYP1A2 inhibition - 0.5620 56.20%
CYP2C8 inhibition + 0.6732 67.32%
CYP inhibitory promiscuity - 0.8356 83.56%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6018 60.18%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9634 96.34%
Skin irritation - 0.7539 75.39%
Skin corrosion - 0.9166 91.66%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6673 66.73%
Micronuclear - 0.6200 62.00%
Hepatotoxicity - 0.6801 68.01%
skin sensitisation - 0.8311 83.11%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.6051 60.51%
Acute Oral Toxicity (c) III 0.6644 66.44%
Estrogen receptor binding + 0.8255 82.55%
Androgen receptor binding + 0.6616 66.16%
Thyroid receptor binding + 0.6181 61.81%
Glucocorticoid receptor binding + 0.7049 70.49%
Aromatase binding + 0.7659 76.59%
PPAR gamma + 0.5992 59.92%
Honey bee toxicity - 0.8445 84.45%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9221 92.21%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.15% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.19% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 92.43% 94.23%
CHEMBL2581 P07339 Cathepsin D 92.36% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.96% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.48% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.40% 89.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.02% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.01% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.79% 96.09%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 88.18% 95.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 87.95% 88.56%
CHEMBL3192 Q9BY41 Histone deacetylase 8 87.48% 93.99%
CHEMBL2535 P11166 Glucose transporter 86.72% 98.75%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.71% 94.00%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 86.42% 96.39%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.08% 91.71%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.97% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.22% 85.14%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 83.97% 83.00%
CHEMBL1914 P06276 Butyrylcholinesterase 83.53% 95.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.27% 95.89%
CHEMBL5028 O14672 ADAM10 82.35% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.18% 100.00%
CHEMBL3920 Q04759 Protein kinase C theta 82.16% 97.69%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.44% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.29% 95.71%
CHEMBL1902 P62942 FK506-binding protein 1A 81.07% 97.05%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 80.97% 85.49%
CHEMBL2996 Q05655 Protein kinase C delta 80.28% 97.79%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 71745337
LOTUS LTS0035486
wikiData Q75067338